diff --git a/src/chains.rs b/src/chains.rs
index 90adb67ad43..db974e68ec1 100644
--- a/src/chains.rs
+++ b/src/chains.rs
@@ -566,8 +566,13 @@ impl Rewrite for Chain {
 
         formatter.format_root(&self.parent, context, shape)?;
         if let Some(result) = formatter.pure_root() {
-            return wrap_str(result, context.config.max_width(), shape)
-                .max_width_error(shape.width, self.parent.span);
+            return wrap_str(
+                context.config.style_edition(),
+                result,
+                context.config.max_width(),
+                shape,
+            )
+            .max_width_error(shape.width, self.parent.span);
         }
 
         let first = self.children.first().unwrap_or(&self.parent);
@@ -582,7 +587,13 @@ impl Rewrite for Chain {
         formatter.format_last_child(context, shape, child_shape)?;
 
         let result = formatter.join_rewrites(context, child_shape)?;
-        wrap_str(result, context.config.max_width(), shape).max_width_error(shape.width, full_span)
+        wrap_str(
+            context.config.style_edition(),
+            result,
+            context.config.max_width(),
+            shape,
+        )
+        .max_width_error(shape.width, full_span)
     }
 }
 
@@ -973,7 +984,12 @@ impl<'a> ChainFormatter for ChainFormatterVisual<'a> {
                 .visual_indent(self.offset)
                 .sub_width(self.offset, item.span)?;
             let rewrite = item.rewrite_result(context, child_shape)?;
-            if filtered_str_fits(&rewrite, context.config.max_width(), shape) {
+            if filtered_str_fits(
+                context.config.style_edition(),
+                &rewrite,
+                context.config.max_width(),
+                shape,
+            ) {
                 root_rewrite.push_str(&rewrite);
             } else {
                 // We couldn't fit in at the visual indent, try the last
diff --git a/src/expr.rs b/src/expr.rs
index b79137c4442..25274de6663 100644
--- a/src/expr.rs
+++ b/src/expr.rs
@@ -277,6 +277,7 @@ pub(crate) fn format_expr(
         ast::ExprKind::MacCall(ref mac) => {
             rewrite_macro(mac, context, shape, MacroPosition::Expression).or_else(|_| {
                 wrap_str(
+                    context.config.style_edition(),
                     context.snippet(expr.span).to_owned(),
                     context.config.max_width(),
                     shape,
@@ -1340,6 +1341,7 @@ pub(crate) fn rewrite_literal(
         token::LitKind::Integer => rewrite_int_lit(context, token_lit, span, shape),
         token::LitKind::Float => rewrite_float_lit(context, token_lit, span, shape),
         _ => wrap_str(
+            context.config.style_edition(),
             context.snippet(span).to_owned(),
             context.config.max_width(),
             shape,
@@ -1360,8 +1362,13 @@ fn rewrite_string_lit(context: &RewriteContext<'_>, span: Span, shape: Shape) ->
         {
             return Ok(string_lit.to_owned());
         } else {
-            return wrap_str(string_lit.to_owned(), context.config.max_width(), shape)
-                .max_width_error(shape.width, span);
+            return wrap_str(
+                context.config.style_edition(),
+                string_lit.to_owned(),
+                context.config.max_width(),
+                shape,
+            )
+            .max_width_error(shape.width, span);
         }
     }
 
@@ -1396,6 +1403,7 @@ fn rewrite_int_lit(
         };
         if let Some(hex_lit) = hex_lit {
             return wrap_str(
+                context.config.style_edition(),
                 format!(
                     "0x{}{}",
                     hex_lit,
@@ -1409,6 +1417,7 @@ fn rewrite_int_lit(
     }
 
     wrap_str(
+        context.config.style_edition(),
         context.snippet(span).to_owned(),
         context.config.max_width(),
         shape,
@@ -1427,6 +1436,7 @@ fn rewrite_float_lit(
         FloatLiteralTrailingZero::Preserve
     ) {
         return wrap_str(
+            context.config.style_edition(),
             context.snippet(span).to_owned(),
             context.config.max_width(),
             shape,
@@ -1468,6 +1478,7 @@ fn rewrite_float_lit(
         ""
     };
     wrap_str(
+        context.config.style_edition(),
         format!(
             "{}{}{}{}{}",
             integer_part,
@@ -2321,7 +2332,12 @@ fn choose_rhs<R: Rewrite>(
 
             match (orig_rhs, new_rhs) {
                 (Ok(ref orig_rhs), Ok(ref new_rhs))
-                    if !filtered_str_fits(&new_rhs, context.config.max_width(), new_shape) =>
+                    if !filtered_str_fits(
+                        context.config.style_edition(),
+                        &new_rhs,
+                        context.config.max_width(),
+                        new_shape,
+                    ) =>
                 {
                     Ok(format!("{before_space_str}{orig_rhs}"))
                 }
diff --git a/src/macros.rs b/src/macros.rs
index 1c5d804c6d4..ed7a2c8bca9 100644
--- a/src/macros.rs
+++ b/src/macros.rs
@@ -1352,7 +1352,12 @@ impl MacroBranch {
             }
         };
 
-        if !filtered_str_fits(&new_body_snippet.snippet, config.max_width(), shape) {
+        if !filtered_str_fits(
+            config.style_edition(),
+            &new_body_snippet.snippet,
+            config.max_width(),
+            shape,
+        ) {
             return Err(RewriteError::ExceedsMaxWidth {
                 configured_width: shape.width,
                 span: self.span,
diff --git a/src/pairs.rs b/src/pairs.rs
index 48948b88b3b..9d84d0d9628 100644
--- a/src/pairs.rs
+++ b/src/pairs.rs
@@ -102,7 +102,12 @@ fn rewrite_pairs_one_line<T: Rewrite>(
         return None;
     }
 
-    wrap_str(result, context.config.max_width(), shape)
+    wrap_str(
+        context.config.style_edition(),
+        result,
+        context.config.max_width(),
+        shape,
+    )
 }
 
 fn rewrite_pairs_multiline<T: Rewrite>(
diff --git a/src/string.rs b/src/string.rs
index 3b971188cd5..69ef23eb3f0 100644
--- a/src/string.rs
+++ b/src/string.rs
@@ -150,7 +150,12 @@ pub(crate) fn rewrite_string<'a>(
     }
 
     result.push_str(fmt.closer);
-    wrap_str(result, fmt.config.max_width(), fmt.shape)
+    wrap_str(
+        fmt.config.style_edition(),
+        result,
+        fmt.config.max_width(),
+        fmt.shape,
+    )
 }
 
 /// Returns the index to the end of the URL if the split at index of the given string includes a
diff --git a/src/utils.rs b/src/utils.rs
index b676803379f..aea609a7c12 100644
--- a/src/utils.rs
+++ b/src/utils.rs
@@ -400,36 +400,99 @@ macro_rules! skip_out_of_file_lines_range_visitor {
 
 // Wraps String in an Option. Returns Some when the string adheres to the
 // Rewrite constraints defined for the Rewrite trait and None otherwise.
-pub(crate) fn wrap_str(s: String, max_width: usize, shape: Shape) -> Option<String> {
-    if filtered_str_fits(&s, max_width, shape) {
+pub(crate) fn wrap_str(
+    style_edition: StyleEdition,
+    s: String,
+    max_width: usize,
+    shape: Shape,
+) -> Option<String> {
+    if filtered_str_fits(style_edition, &s, max_width, shape) {
         Some(s)
     } else {
         None
     }
 }
 
-pub(crate) fn filtered_str_fits(snippet: &str, max_width: usize, shape: Shape) -> bool {
+pub(crate) fn filtered_str_fits(
+    style_edition: StyleEdition,
+    snippet: &str,
+    max_width: usize,
+    shape: Shape,
+) -> bool {
+    use crate::comment::{FullCodeCharKind, LineClasses};
+
     let snippet = &filter_normal_code(snippet);
     if !snippet.is_empty() {
-        // First line must fits with `shape.width`.
-        if first_line_width(snippet) > shape.width {
-            return false;
-        }
+        let line_classes = {
+            if style_edition >= StyleEdition::Edition2027 {
+                // Collect line classifications to check for string content.
+                let line_classes: Vec<_> = LineClasses::new(snippet).collect();
+
+                // First line must fit with `shape.width`, unless it's a multi-line string
+                // literal that starts on this line - string content cannot be shortened.
+                let first_line_width = first_line_width(snippet);
+                if first_line_width > shape.width {
+                    // Only allow the exception for multi-line strings (StartString indicates
+                    // the string continues on subsequent lines).
+                    let is_multiline = line_classes.len() > 1;
+                    let first_is_multiline_string = is_multiline
+                        && line_classes
+                            .first()
+                            .is_some_and(|(kind, _)| *kind == FullCodeCharKind::StartString);
+                    if !first_is_multiline_string {
+                        return false;
+                    }
+                }
+                line_classes
+            } else {
+                // First line must fits with `shape.width`.
+                if first_line_width(snippet) > shape.width {
+                    return false;
+                }
+                vec![]
+            }
+        };
+
         // If the snippet does not include newline, we are done.
         if is_single_line(snippet) {
             return true;
         }
+
         // The other lines must fit within the maximum width.
-        if snippet
-            .lines()
-            .skip(1)
-            .any(|line| unicode_str_width(line) > max_width)
-        {
-            return false;
+        if style_edition < StyleEdition::Edition2027 {
+            if snippet
+                .lines()
+                .skip(1)
+                .any(|line| unicode_str_width(line) > max_width)
+            {
+                return false;
+            }
         }
+
+        // Exception: lines that are inside or end a multi-line string literal
+        // may exceed max_width since string content cannot be reformatted.
+        let mut last_line_is_string = false;
+        for (i, (kind, line)) in line_classes.iter().enumerate() {
+            if i == 0 {
+                continue; // First line already checked above
+            }
+            // Track if the last line is string content
+            last_line_is_string =
+                *kind == FullCodeCharKind::InString || *kind == FullCodeCharKind::EndString;
+
+            if unicode_str_width(line) > max_width {
+                // Allow lines that are string continuations (InString) or
+                // end a string (EndString) to exceed max_width.
+                if !last_line_is_string {
+                    return false;
+                }
+            }
+        }
+
         // A special check for the last line, since the caller may
-        // place trailing characters on this line.
-        if last_line_width(snippet) > shape.used_width() + shape.width {
+        // place trailing characters on this line. Skip this check if the
+        // last line is string content (which cannot be reformatted).
+        if !last_line_is_string && last_line_width(snippet) > shape.used_width() + shape.width {
             return false;
         }
     }
diff --git a/tests/source/issue-6769.rs b/tests/source/issue-6769.rs
new file mode 100644
index 00000000000..3a825e87ce8
--- /dev/null
+++ b/tests/source/issue-6769.rs
@@ -0,0 +1,39 @@
+// rustfmt-style_edition: 2027
+
+fn test() {
+    let foo = [
+        (b"Welcome to Ringboard!" as &[u8], &em),
+        (
+            b"Ringboard is a fast, efficient, and composable clipboard manager for Linux."
+          ,  &em,
+        ),
+        (
+           b"It supports both Wayland and X11 along with multiple clients to manage your \
+             clipboard history."
+   ,         &em,
+        ),
+        (
+            b"Clients include a standard GUI, an interactive TUI, and a CLI for all your scripting \
+             needs."
+           , &em,
+        ),
+        (
+            "Ringboard can copy arbitrary bytes—that includes images!".as_bytes(),
+            &em,
+        ),
+        (
+            b"Plaintext and RegEx search are available for fast entry retrieval.",
+            &em,
+        ),
+        (b"Enjoy this image from our AI overlords:", &em),
+        (
+            include_bytes!("../logo.jpeg") as &[u8],
+            &MimeType::from("image/jpeg").unwrap(),
+        ),
+        (
+            b"Finally, it's worth mentioning that Ringboard is extremely efficient, performant, \
+             and scalable."
+           , &em,
+        ),
+    ];
+}
diff --git a/tests/source/issue-6778.rs b/tests/source/issue-6778.rs
new file mode 100644
index 00000000000..7b6290d4f7d
--- /dev/null
+++ b/tests/source/issue-6778.rs
@@ -0,0 +1,28 @@
+// rustfmt-style_edition: 2027
+
+#![allow(dead_code)]
+
+struct Parameter {
+    required: bool,
+    description: &'static str,
+}
+
+pub struct Test;
+
+impl Test {
+    fn parameters(&self) -> &'static [Parameter] {
+        &[
+            Parameter   {
+                        required: true,
+    description: "Foo",
+            },
+            Parameter {
+                required:             false,
+            description: "Bar
+This string is exactly 100 chars long. Delete one character to make it 99 chars long and it'll work!",
+            },
+        ]
+    }
+}
+
+fn main() {}
diff --git a/tests/target/issue-6769.rs b/tests/target/issue-6769.rs
new file mode 100644
index 00000000000..517e2c4b381
--- /dev/null
+++ b/tests/target/issue-6769.rs
@@ -0,0 +1,39 @@
+// rustfmt-style_edition: 2027
+
+fn test() {
+    let foo = [
+        (b"Welcome to Ringboard!" as &[u8], &em),
+        (
+            b"Ringboard is a fast, efficient, and composable clipboard manager for Linux.",
+            &em,
+        ),
+        (
+            b"It supports both Wayland and X11 along with multiple clients to manage your \
+             clipboard history.",
+            &em,
+        ),
+        (
+            b"Clients include a standard GUI, an interactive TUI, and a CLI for all your scripting \
+             needs.",
+            &em,
+        ),
+        (
+            "Ringboard can copy arbitrary bytes—that includes images!".as_bytes(),
+            &em,
+        ),
+        (
+            b"Plaintext and RegEx search are available for fast entry retrieval.",
+            &em,
+        ),
+        (b"Enjoy this image from our AI overlords:", &em),
+        (
+            include_bytes!("../logo.jpeg") as &[u8],
+            &MimeType::from("image/jpeg").unwrap(),
+        ),
+        (
+            b"Finally, it's worth mentioning that Ringboard is extremely efficient, performant, \
+             and scalable.",
+            &em,
+        ),
+    ];
+}
diff --git a/tests/target/issue-6778.rs b/tests/target/issue-6778.rs
new file mode 100644
index 00000000000..63188099633
--- /dev/null
+++ b/tests/target/issue-6778.rs
@@ -0,0 +1,28 @@
+// rustfmt-style_edition: 2027
+
+#![allow(dead_code)]
+
+struct Parameter {
+    required: bool,
+    description: &'static str,
+}
+
+pub struct Test;
+
+impl Test {
+    fn parameters(&self) -> &'static [Parameter] {
+        &[
+            Parameter {
+                required: true,
+                description: "Foo",
+            },
+            Parameter {
+                required: false,
+                description: "Bar
+This string is exactly 100 chars long. Delete one character to make it 99 chars long and it'll work!",
+            },
+        ]
+    }
+}
+
+fn main() {}